5-Fluoro-2-(methylthio)phenylboronic acid → 4-Chloro-5,7-difluoro-2-(5-fluoro-2-(methylthio)phenyl)-3-methylquinoline

HRID 1431622Notes

Reaction equation

HRID 1431622 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=1.[F:16][C:17]1[CH:18]=[CH:19][C:20]([S:26][CH3:27])=[C:21](B(O)O)[CH:22]=1>>[Cl:13][C:10]1[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=[C:2]([C:19]2[CH:18]=[C:17]([F:16])[CH:22]=[CH:21][C:20]=2[S:26][CH3:27])[C:11]=1[CH3:12]

Participants

3

Reactant 2

HCID 532163695-Fluoro-2-(methylthio)phenylboronic acidHCID 596310402,4-Dichloro-5,7-difluoro-3-methylquinoline

Product 1

HCID 596311784-Chloro-5,7-difluoro-2-(5-fluoro-2-(methylthio)phenyl)-3-methylquinoline

Procedure

Essentially prepared according to Procedure F using 2,4-dichloro-5,7-difluoro-3-methylquinoline (270 mg, 1.10 mmol) and 5-fluoro-2-(methylthio)phenylboronic acid to give 4-chloro-5,7-difluoro-2-(5-fluoro-2-(methylthio)phenyl)-3-methylquinoline. Mass Spectrum (ESI) m/e=354.1 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-1c609b277b64411fb95d6619e6527530
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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